Identification

PhytoHub ID
PHUB000948
Name
Glycyrrhetinic acid 3-O-glucuronide
Systematic Name
Not Available
Synonyms
  • 3beta-monoglucuronyl-18beta-glycyrrhetinic acid
CAS Number
Not Available
Average Mass
646.818
Monoisotopic Mass
646.371697939
Chemical Formula
C36H54O10
IUPAC Name
(2S,3S,4S,5R,6S)-6-{[(3S,4aR,6aR,6bS,8aS,11S,12aR,14aR,14bS)-11-carboxy-4,4,6a,6b,8a,11,14b-heptamethyl-14-oxo-2,3,4a,5,6,7,8,9,10,12,12a,14a-dodecahydro-1H-picen-3-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid
InChI Key
HLDYLAJAWSKPFZ-HBKAJLBFSA-N
InChI Identifier
InChI=1S/C36H54O10/c1-31(2)21-8-11-36(7)27(34(21,5)10-9-22(31)45-29-25(40)23(38)24(39)26(46-29)28(41)42)20(37)16-18-19-17-33(4,30(43)44)13-12-32(19,3)14-15-35(18,36)6/h16,19,21-27,29,38-40H,8-15,17H2,1-7H3,(H,41,42)(H,43,44)/t19-,21-,22-,23-,24-,25+,26-,27+,29-,32+,33-,34-,35+,36+/m0/s1
SMILES
[H][[email protected]@]12C[[email protected]](C)(CC[[email protected]]1(C)CC[[email protected]]1(C)C2=CC(=O)[[email protected]]2([H])[[email protected]@]3(C)CC[[email protected]](O[[email protected]]4O[[email protected]@H]([[email protected]@H](O)[[email protected]](O)[[email protected]]4O)C(O)=O)C(C)(C)[[email protected]]3([H])CC[[email protected]@]12C)C(O)=O
Structure

Calculated Properties

Solubility (ALOGPS)
1.06e-02 g/l
LogS (ALOGPS)
-4.78
LogP (ALOGPS)
3.97
Hydrogen Acceptors
10
Hydrogen Donors
5
Rotatable Bond Count
4
Polar Surface Area
170.82
Refractivity
166.54920000000004
Polarizability
70.9547068423391
Formal Charge
0
Physiological Charge
-2
pKa (strongest basic)
-3.686499495698764
pKa (strongest acidic)
3.5367642642030934
Number of Rings
6
Rule of Five
No
Bioavailability
Yes
Ghose Filter
No
Veber's Rule
No
MDDR-like Rule
No

Precursor Taxonomy

PrecursorFamilyClassSub-class
GlycyrrhizinTerpenoidsTriterpenoidsSaponinsShow Precursor

Classyfire Taxonomy

Kingdom Name
Organic compounds
Class
Prenol lipids
Super-class
Lipids and lipid-like molecules
Sub-class
Terpene glycosides
Direct Parent Name
Triterpene saponins
Alternative Parent Names
["Acetals", "Beta hydroxy acids and derivatives", "Carboxylic acids", "Cyclohexenones", "Dicarboxylic acids and derivatives", "Hexoses", "Hydrocarbon derivatives", "O-glucuronides", "O-glycosyl compounds", "Organic oxides", "Oxacyclic compounds", "Oxanes", "Polyols", "Pyrans", "Secondary alcohols", "Triterpenoids"]
External Descriptor Annotations
Not Available
Substituent Names
["1-o-glucuronide", "Acetal", "Alcohol", "Aliphatic heteropolycyclic compound", "Beta-hydroxy acid", "Carbonyl group", "Carboxylic acid", "Carboxylic acid derivative", "Cyclohexenone", "Dicarboxylic acid or derivatives", "Glucuronic acid or derivatives", "Glycosyl compound", "Hexose monosaccharide", "Hydrocarbon derivative", "Hydroxy acid", "Ketone", "Monosaccharide", "O-glucuronide", "O-glycosyl compound", "Organic oxide", "Organic oxygen compound", "Organoheterocyclic compound", "Organooxygen compound", "Oxacycle", "Oxane", "Polyol", "Pyran", "Secondary alcohol", "Triterpene saponin", "Triterpenoid"]

Spectra

No spectra information available

Food Sources

PrecursorFood SourceFood Source Group
GlycyrrhizinLiquoriceConfectioneries and desserts PublicationsShow

Metabolism

PrecursorMetaboliteSpeciesBiofluidsOriginFormulaMonoisotopic mass
Glycyrrhizin Glycyrrhetinic acid 3-O-glucuronidehuman ratbile, plasma, urineunknownC36H54O10646.371697939 Publications
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